Stereoselective Synthesis and Antiallodynic Activity of 3-Hydroxylated Paroxetines
Delfino Chamorro-Arenas1, Giovanna Salgado-Moreno2, Liliana Martinez-Mendieta1
1Facultad de Ciencias Químicas, Benemérita Universidad Autónoma de Puebla, 14 Sur Esq. San Claudio, Col. San Manuel S/N, 72570, Puebla, Mexico.
Abstract:
The design, stereoselective synthesis and in vivo antiallodynic activity of four novel paroxetine analogs, named 3-hydroxy paroxetines (3HPXs), is reported herein. Among the novel synthesized compounds, three showed an antiallodynic effect, while (R,R)-3HPX was found to be 2.5 times more bioactive than (-)-paroxetine itself in neuropathic rats. Consequently, the current investigation not only discloses a novel promising analgesic drug, but also reveals that functionalization at the C3 position of paroxetine could be as effective as the common functionalization at either C4 or within the sesamol group.
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